2.Show the structures of the carbocation intermediates you would expect in thefollowing reactions:CH3 CH3CH3CH2C=CHCHCH3(a)(b)-CHCH3HI?HBr?3.What product would you expect to obtain from addition of Br2 to 1,2-dimethyl-cyclohexene? Show the cis or trans stereochemistry of the product.

Answered: Image /qna-images/answer/0776e0cb-2a3d-4047-b944-d4b5a521110b.jpg

2. Show the structures of the carbocation intermediates you would expect in the following reactions: CH3 CH3 (a) (b) CHCH3 HI HBr CH3CH2C=CHCHCH3 3. What product would you expect to obtain from addition of Br2 to 1,2-dimethyl- cyclohexene? Show the cis or trans stereochemistry of the product.

2. Show the structures of the carbocation intermediates you would expect in the following reactions: CH3 CH3 (a) (b) CHCH3 HI HBr CH3CH2C=CHCHCH3 3. What product would you expect to obtain from addition of Br2 to 1,2-dimethyl- cyclohexene? Show the cis or trans stereochemistry of the product.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter5: Stereochemistry At Tetrahedral Centers

Section5.SE: Something Extra

Problem 75AP

See similar textbooks

Related questions

Q: а. OCH3 + CH;0,CC=CCO,CH3 (CH3)3SIO b. + CH,=CHNO, CH2OCH3 С. + CH;O,CC=CC0,CH3

Q: What is the expected major product resulting from treatment of (E)-3-methyl-3-hexene with Brz in the…

A: The structure of (E)_3-methyl-3-hexene is as follows:

Q: 5. Ignoring double-bond stereochemistry, what products would you expect from elimination reactions…

Q: 7. Treatment of the alkyl bromide below with methanol at 80 °C led to the formation of products 1…

A: The answer is as follows:

Q: The HCo(CO)4complex can catalyze the isomerization of pure cis-2-butene to a mixture of…

A: Mechanism of the reaction is as follows:

Q: IV. Draw the structures of the products expected from the reaction of cyclopropylcylohexene with…

A: The answer to the following question is-

Q: 1-ВНСу2, ТHF 2 HаО2, NaOН ОН HO ÓCH3 E LOH

A: We have to carry out the given synthesis. We also give the structures of the reactants, products and…

Q: CH;CHCH-CH, CH3

Q: 2. What Alkene would be used to synthesize 3-bromohexane? + HBr CH;CH,CHCH,CH,CH; br 3. Write down…

A: Reaction proceed through the most stable carbocation. It will give the major product . Carbocation…

Q: What are the intermediates and final product of the following synthesis? 1. LIAIH4, Et,0, 0 °C 2A…

Q: Predict the electrocyclic products of the following transformations, indicate the type of reaction…

Q: predict the major product of the reaction below

A: The given reaction is between substituted alkene and Br2-H2O. In this bromination of alkenes occurs,…

Q: Reaction of HBr with 3-methylcyclohexene yields a mixture of four products: CH3 .CH3 „CH3 HBr `Br Br…

A: The carbocation 1 is less stable due to the steric hindrance between the Br and hydrogen. However,…

Q: 1. For each of the reactions below, give the structure(s) of the product(s), and be sure to indicate…

Q: What product would you expect to obtain from addition of Br2 to 1,2-dimethyl- cyclohexene? Show the…

A: What product would you expect to obtain from addition of Br2 to 1,2-dimethyl cyclohexene? Show the…

Q: When the following diene is reacted with mercury acetate in methanol at either 0 C or at 60 C the…

Q: 1. Predict the products of the following reactions, showing stereochemistry and regiochemistry where…

A: a. In presence of Lindlar's catalyst cis-alkene is formed. b. When excess hydrogen are present then…

Q: Cl2 hv

A: Alkanes reacts with Cl2 in presence of hv i.e light and undergoes chlorination reaction via free…

Q: Chemistry 1. For each of the reactions below, give the structure(s) of the product(s), and be sure…

A: Here we have to write the major product formed in the following reactions.

Q: CH3 CH3ONA 8. H D. H20 Br 9.

A: The product that form in 8 is shown below.

Q: The reaction illustrated below, when carried out in a non-coordinating solvent, proceeds with high…

Q: 7 Explain the stereochemistry of E2 eliminations to form alkenes, and predict theproducts of E1…

A: Elimination reaction The reaction in which elimination or removal of HX (hydrogen halide) to form an…

Q: 2. Give the products when 1-methyl-2-deutero-cyclohexene is treated with the following reagents. Be…

A: The question is based on the concept of organic reactions. we need to identify the correct product…

Q: Following are two diastereomers of 3-bromo-3,4-dimethylhexane. On treatment with sodium ethoxide in…

A: For the elimination to occur, H and Br should be in anti-periplanar.

Q: Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when…

Q: d. HBr -Br

A: The reaction proceed through carbocation intermediate. Order stability of carbocation is…

Q: Treatment of the following stereoisomer of 1-bromo-1,2-diphenylpropane with sodium ethoxide in…

Q: What is the intermediate of the following reaction? Submit your answer as a SMILES string. Be sure…

A: The TBF is used for the Deprotection of of alcohol from silyl group. Second step is oxidation step

Q: Which of the alkenes shown below would produce a chirality center upon HCl addition? CH3 A) B) D) O…

A: Chiral center: A tetrahedral center which contains four different substituents is called chiral…

Q: What product would you expect to obtain from the photochemical cyclization of (2E,4E)-2,4-Hexadiene?…

A: This is a pericyclic reaction which occurs on the account of concerted cyclic shift of electrons.…

Q: Choose the structure that fits the descriptions below from the pool of choices. 1. An isolated…

A: Alkenes are hydrocarbons containing carbon-carbon double bonds. If a hydrocarbon contain two double…

Q: 1) a) Write a complete mechanism that explains formation of the products shown CH3 НО Но Н CH3 CH3 +…

A: The reaction follows SN-1(Nucleophilic substitution unimolecular) mechanism. In this type of…

Q: Solve this question

A: SN1 reaction does not lead to inversion in configuration whereas SN2 reaction leads to inversion in…

Q: Br (CH3)2S SCH3 + CH3B heat

Q: (9) SN2 Reactions- Predicting Reaction Products. Complete the reactions shown below by drawing the…

A: Substitution reactions are those reactions in which one species (atom, ion or compound) substitutes…

Q: 1. For each one of the following reactions, show step by step mechanism of the reactions and…

A: NOTE: please note according to our policy , we can only answer first three subparts of a question.…

Q: 1. Predict the products of the following reactions, showing stereochemistry and regiochemistry where…

Q: What product would you expect to obtain from addition of Cl2 to 1,2-dimethylcyclohexene? Show the…

A: Halogenation of alkenes : This process takes place by the electrophilic addition of halogen , for…

Q: What product would you expect to obtain from addition of Cl2 to 1,2-dimethyl-cyclohexene?

A: When we treat 1,2-dimethyl cyclohexane with a halogen such as Cl2 (in a solvent such as CH2Cl2 or…

Q: 4. Predict the products of the following reactions, showing both regiochemistry and stereochemistry…

A: When alkenes reacts with Ozone in presences of Zn/ H+ gives carbonyl compounds. alkenes reacts with…

Q: 5a. ( state, with stereochemistry. Use your work to predict the product, including stereochemistry.…

A: Sn2 reaction is single step reaction and we get inversion of stereochemistry in product. Sn1 is two…

Q: 2. Give the products when 1-methyl-2-deutero-cyclohexene is treated with the following reagents. Be…

A: Note: Since you have posted a question with multiple subparts, we will solve the first three…

Q: 1. Me 2. NaH, DMF `CI, py, CH2Cl2 Br OEt NH2 3. H20, H*, heat 4. CP2LANME2, PhH

Q: Following are two diastereomers of 3-bromo-2,3,4-trimethylhexane. On treatment with sodium ethoxide…

A: During elimination the leaving group and H should be on anti-periplanar

Q: Provide the structures of the missing substrates or products for each of the following reactions.…

Q: Predict the major products of the following reactions. Include stereochemistry whereapplicable.(a)…

A: (a) 1-methyl cycloheptene + BH3, THF, then H2O2, OH-(b) trans-4,4-dimethylpent-2-ene + BH3, THF,…

Question

2.
Show the structures of the carbocation intermediates you would expect in the
following reactions:
CH3 CH3
CH3CH2C=CHCHCH3
(a)
(b)
-CHCH3
HI
?
HBr
?
3.
What product would you expect to obtain from addition of Br2 to 1,2-dimethyl-
cyclohexene? Show the cis or trans stereochemistry of the product.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Step by step

Solved in 2 steps with 2 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Selection Rules for Pericyclic Reactions

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treatment with sodium ethoxide in ethanol, each gives 3,4-dimethyl-3-hexene as the major product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives which alkene? Account for the stereoselectivity of each -elimination.
Show the product of the Dielsâ€“Alder reaction of the following diene with 3-buten-2-one, H2C = CHCOCH3. Make sure you show the full stereochemistry of the reaction product.
The HCo(CO)4complex can catalyze the isomerization of pure cis-2-butene to a mixture of cis-2-butene, trans-2-butene, and 1-butene. Propose a mechanism. Carefully show the process using wedges and dashes to indicate stereochemistry of each intermediate.
Reaction of HBr with 2-methylpropene yields 2-bromopropane. What is the structure of the carbocation intermediate formed during the reaction? Show the mechanism of the reaction.
(1) Predict the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. How many isomers can be formed in each case? (2) Addition of HBr to 3,3-dimethyl-1-butene gives a mixture of two isomeric alkyl bromide products. Draw structures for the two products, and give a mechanistic explanation for their formation.
Consider the E1 reaction of 3-bromo-2-cyclohexyl-butane. How many elimination products are possible? Include (E)/(Z) isomers as separate products.
is steric hinderance not an issue here? why when reacting with KOC(CH3)3 does it yield 2-isopropyl-1-pentene and it yields 2,3-dimethyl-2hexene here?
Predict the major products of the following reactions. Include stereochemistry whereapplicable.(a) 1@methylcycloheptene + BH3 # THF, then H2O2, OH-(b) trans@4,4@dimethylpent@2@ene + BH3 # THF, then H2O2, OH
When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.(a) Propose structures for products A and B. (Hint: In many cases, an allylic carbocationis more stable than a bromonium ion.)
What product would you expect to obtain from addition of Cl2 to 1,2-dimethylcyclohexene? Show the stereochemistry of the product.
What starting alkene reacted with I2 in a solution of CH2Cl2 is required to produce 1,2-diiodoocyclopentane?
1)Chemistry students are taking an experimental course in organic chemistry at a public university. During an experiment involving conjugated dienes, some doubts arose when discussing the results obtained so far: (a) A student obtained two products from the reaction of 1,3-cyclohexadiene with Br2. His lab partner was surprised to get only one product from the reaction of 1,3 - cyclohexadiene with HBr. Explain these distinct results. (b) One student, seeing the discussion of colleagues, commented that she obtained two distinct products when reacting 1,3,5-hexatriene with HBr, with different yields just by changing the reaction temperature. Explain the results she obtained using reaction mechanism and based on kinetic and thermodynamic control involving conjugated dienes.